Labor Day Weekend in Chicago

I struggle with Labor Day weekend. I want to soak in every last drop of summer but if we’re being honest, I am also ready for college football, chili and leather boots. In the spirit of not denying ourselves our respective college season openers and making the most of summer specific activities, here’s a list of both to help make planning for the long weekend less of a challenge.

Headquarters River North: This Lakeview favorite brings their huge craft beer selection and arcade games to River North. Opens today and in case beer and pinball isn’t enough for you, this location is going to have food.

Critical Mass Ride: A few weeks ago, we were test riding bikes and I fell off mine at a stop sign and yelled “I DON’T WANT TO RIDE BIKES!” as I got up so this is a suggestion for you, not me. But if you are a biker of the pedal-y sort, head to Daley Plaza on Friday at 5:30 for this free ride through the city’s streets with a few thousand of your biker friends.

College Football Bars: We live in a city with a bar for every.single.college there is. Here’s a complete list of where to see your team on college game days. (And here’s the Spartan Fight Song for good measure.)

Elle on the River: one last shot at tacos and punch al fresco. This has been one of my favorite spots this summer and the only thing better than their fish taco on chickpea flatbread is the views of the river.